Prompt Details
Model
(claude-5-5-sonnet)
Token size
3,902
Example input
[PASTE AGENT ARCHITECTURE, COMPONENTS, MODELS, MEMORY, TOOLS, ORCHESTRATION, AND SYSTEM DESIGN]: Customer-support AI agent LLM + conversation memory refund_order API tool Workflow: classify request → retrieve order → call refund tool → verify result → respond
[PASTE ERROR MESSAGES, LOGS, TRACES, TIMESTAMPS, STACK TRACES, EVENTS, OR OBSERVABILITY DATA]: 10:02:11 Order lookup: ORDER-4821 found 10:02:13 Agent called refund_order 10:02:13 refund_order response: 200 OK 10:02:14 Agent response: "Your refund has been completed." 10:03:01 Payment system: refund status = FAILED
[DESCRIBE THE EXPECTED WORKFLOW AND THE ACTUAL EXECUTION SEQUENCE IF KNOWN]: Expected: Request → Order lookup → Refund → Verify refund → Respond Actual: Request → Order lookup → Refund → Respond
[DESCRIBE RELEVANT MEMORY, STATE, CONTEXT, RETRIEVAL, UPDATES, STALE DATA, OR STATE TRANSITIONS]: Agent stored refund_id = RF-991 No later state update confirmed whether the refund actually settled.
[DESCRIBE WHAT THE AGENT SHOULD HAVE DONE, INCLUDING EXPECTED OUTPUT, ACTION, STATE, OR WORKFLOW RESULT]: Agent should verify the refund status before telling the customer that the refund is completed.
Example output
🔎 PHASE 1 — FAILURE CONTEXT RECONSTRUCTION
🎯 Intended Task
The agent needed to process a customer's ₹499 refund and accurately communicate its status.
✅ Expected Behavior
Customer request
↓
Find order
↓
Submit refund
↓
Verify refund status
↓
Only then report final status
❌ Actual Behavior
Customer request
↓
Find order
↓
Submit refund
↓
Assume success from HTTP 200
↓
Tell customer "completed"
📌 Supplied Facts
ORDER-4821 was successfully located.
The refund API returned HTTP 200.
The API response contained "status":"accepted".
The agent interpreted this as completed.
Later payment-system evidence showed refund status = FAILED.
No verification step occurred.
🔍 Inference
The agent appears to have treated request acceptance as equivalent to business completion.
Confidence: High, because the tool response explicitly says "accepted" rather than "completed".
---
🔎 PHASE 2 — EXPECTED VS ACTUAL EXECUTION
Step Expected Actual Result
1 Identify order Order found ✅
2 Submit refund Refund submitted ✅
3 Verify business status Not performed ❌
4 Determine final state Assumed completed ❌
5 Customer response Report verified status ❌
6 Final output "Completed" ❌
🚨 Earliest Observable Divergence
The earliest defensible divergence is:
After refund_order returned {"status":"accepted"}, the workflow should have entered verification but instead proceeded directly to customer response.
This occurred before the payment system reported the final failure.
---
🔎 PHASE 3 — FAILURE TIMELINE ⏱️
Order Event Component Evidence Consequence
1 Order found Order service ORDER-4821 found Correct state
2 Refund submitted Agent + API HTTP 200 Refund request accepted
3 Tool response received Agent "status":"accepted" Intermediate state
4 Verification skipped Workflow No verification event Critical divergence
5 Customer response generated LLM "refund ... completed" False final status
6 Payment system reports failure Payment system status = FAILED Actual refund failure exposed
🧭 Earliest Abnormal Event
Missing verification transition after an intermediate tool state.
---
🔎 PHASE 4 — FAILURE CHAIN ⛓️
TRIGGER
Customer requests refund
↓
REFUND REQUEST
Agent calls refund_order
↓
FIRST FAILURE
Workflow treats "accepted" as "completed"
↓
FAILURE MECHANISM
No business-state verification
↓
PROPAGATION
Agent's internal state becomes effectively "refund complete"
↓
SECONDARY EFFECT
LLM generates a definitive success message
↓
FINAL FAILURE
Customer receives incorrect refund confirmation
↓
DOWNSTREAM IMPACT
Customer may believe money has already been refunded
🔬 Causal Assessment
Confirmed:
Tool returned accepted.
Verification did not occur.
Agent reported completion.
Payment system later showed failure.
Strongly supported causal relationship:
Missing verification allowed an intermediate state to be presented as a final state.
Unknown:
Why the payment system eventually rejected the refund.
Whether the API itself had documentation explicitly defining accepted as asynchronous.
Whether the workflow controller or LLM made the decision to skip verification.
---
🔎 PHASE 5 — ROOT CAUSE ISOLATION 🧩
📝 Instruction Layer
Finding: Possible weakness.
The supplied architecture does not show an explicit instruction such as:
> "Never report refund completion until the payment system confirms final settlement."
Status: Plausible contributing factor, not confirmed root cause.
---
🧠 Planning Layer
The workflow should have recognized:
accepted ≠ completed
Instead, the execution proceeded to final response.
Status: High-confidence failure mechanism.
---
📚 Context Layer
No evidence of context truncation or contradictory context.
Status: Not supported.
---
🧠 Memory Layer
Memory stored:
refund_id = RF-991
But there was no confirmed final refund state.
Status: Contributing factor if the system treated the stored refund ID as evidence of completion.
---
🔧 Tool Layer
The tool returned:
{
"status": "accepted",
"refund_id": "RF-991"
}
The tool itself did not claim:
completed
Status: Tool failure is not established.
---
🔄 Workflow Layer
The expected workflow included:
Refund → Verify → Respond
The actual workflow was:
Refund → Respond
Status: High-confidence root-cause candidate.
---
🤖 Model Layer
The model generated:
> "Your ₹499 refund has been completed."
However, the available evidence only established:
> refund request accepted
Status: Output-generation failure, but not necessarily the originating root cause.
---
🔎 PHASE 6 — EVIDENCE MATRIX 📊
Finding Evidence Type Confidence Missing Evidence
Order existed ORDER-4821 found Direct High None
Refund request was accepted HTTP 200 + "accepted" Direct High API contract
Refund was not verified No verification event Derived High Complete trace
Agent reported completion Failed output Direct High None
Payment ultimately failed Payment status FAILED Direct High Detailed payment logs
Workflow skipped verification Expected vs actual sequence Derived High Controller trace
Tool caused failure No evidence Unavailable Low Tool/server logs
LLM independently hallucinated Final output Circumstantial Medium Model/tool decision trace
---
🔎 PHASE 7 — SYMPTOM VS ROOT CAUSE 🩺
Symptom
Customer was told:
> "Your ₹499 refund has been completed."
Immediate Cause
The agent generated a final-success response without confirmed final refund status.
Trigger
Customer's refund request.
Contributing Factor
The workflow exposed an intermediate tool result directly to final-response generation.
Root Cause
Missing business-state validation gate between refund submission and final customer confirmation.
Latent Weakness
The architecture did not enforce:
accepted → verify → completed
as a mandatory state transition.
---
🔎 PHASE 8 — AGENT / TOOL / MEMORY INTERACTION 🤝
The important interaction is:
Tool
↓
"accepted"
↓
Agent state
↓
No verification
↓
LLM
↓
"completed"
The problem is therefore not adequately described as an LLM problem.
The failure emerged from the interaction between:
Tool response semantics
Workflow state management
Validation logic
Final-response generation
🚨 Critical Boundary
The system failed to distinguish:
REQUEST ACCEPTED
from:
BUSINESS OPERATION COMPLETED
---
🔎 PHASE 9 — FAILURE PROPAGATION & IMPACT 💥
Workflow validation gap
↓
Incorrect internal interpretation
↓
Incorrect final response
↓
Customer receives false confirmation
Observed Impact
Customer received incorrect refund information.
Refund actually failed according to the payment system.
Potential Impact
Customer may incorrectly expect ₹499 to arrive.
Support workload may increase.
Customer may initiate another support request.
If retry logic existed elsewhere, duplicate-refund risk could potentially arise.
The duplicate-refund risk is hypothetical because no duplicate execution is shown in the evidence.
---
🔎 PHASE 10 — RECOVERY ANALYSIS 🛠️
Existing Recovery
No recovery mechanism is shown.
Did It Activate?
No evidence of recovery.
Recovery Failure
The system apparently had no transition such as:
accepted
↓
poll/check status
↓
FAILED
↓
inform customer
Recommended Recovery
For an asynchronous refund:
accepted
↓
create pending state
↓
verify status
↓
COMPLETED → confirm success
FAILED → report failure + recovery path
PENDING → bounded retry/poll
UNKNOWN → escalate
🔐 Important
Retries should be bounded and should not resubmit the refund automatically unless the operation is confirmed idempotent.
---
🔎 PHASE 11 — ROOT CAUSE CONFIRMATION 🧪
Candidate A: Missing Verification Gate
Supporting evidence:
Expected workflow includes verification.
Actual execution skips verification.
Tool only says accepted.
Final response says completed.
Contradicting evidence:
No direct workflow-controller trace proving exactly which component skipped it.
Confidence: High
Confirmation test: Run the same scenario with the verification gate enforced and make the payment system return FAILED.
Expected:
Agent must NOT say "completed".
---
Candidate B: Tool Failure
Supporting evidence:
Payment system eventually reports FAILED.
Contradicting evidence:
Refund submission itself returned HTTP 200.
Tool response explicitly says accepted.
Confidence: Low as root cause
Additional evidence needed:
Payment-provider server logs
Refund state transition logs
API contract
---
Candidate C: Model Instruction-Following Failure
Supporting evidence:
Model generated a stronger claim than the evidence supported.
Contradicting evidence:
Workflow itself failed to provide a verified final state.
Confidence: Medium as contributing factor; low as originating root cause.
---
🔎 PHASE 12 — REMEDIATION & FIX DESIGN 🔧
🚑 Immediate Fix
Add a hard validation gate:
IF refund_status != COMPLETED
THEN do not generate "refund completed"
---
🏗️ Architectural Fix
Represent refund states explicitly:
REQUESTED
ACCEPTED
PROCESSING
COMPLETED
FAILED
UNKNOWN
The final-response node should accept only validated terminal states.
---
🔄 Workflow Fix
Change:
Refund API
↓
Final Response
to:
Refund API
↓
Validate intermediate state
↓
Check refund status
↓
Validate terminal state
↓
Final Response
---
🔧 Tool Fix
Define the tool contract clearly:
accepted ≠ completed
If the refund is asynchronous, expose a separate:
get_refund_status(refund_id)
operation.
---
🧠 Memory Fix
Store:
refund_id = RF-991
refund_status = ACCEPTED
status_verified_at = <timestamp>
Do not store:
refund_status = COMPLETED
until the payment system confirms it.
---
🔎 PHASE 13 — PREVENTION CONTROLS 🛡️
Failure Mechanism Prevention Control
Accepted interpreted as completed Explicit state machine
Missing verification Mandatory verification gate
Unsupported final claim Output-state validation
Stale refund state Freshness timestamp
Infinite status polling Maximum polling attempts
Duplicate refund Idempotency key
Payment provider unavailable UNKNOWN state + bounded retry
Incorrect customer response Response generated from verified state
🚨 Key Invariant
Agent MUST NOT claim COMPLETED
unless an authoritative system has returned COMPLETED.
---
🔎 PHASE 14 — REGRESSION TEST SUITE 🧪
TEST-001 — Original Failure Reproduction
Scenario: Refund API returns accepted, payment system later returns FAILED.
Expected:
Agent must not say refund completed.
Failure condition:
"Your refund has been completed."
---
TEST-002 — Successful Refund
Input:
refund_order → accepted
get_refund_status → completed
Expected:
Agent confirms completed refund.
---
TEST-003 — Pending Refund
Input:
refund_order → accepted
get_refund_status → processing
Expected:
Agent reports that the refund is still processing.
---
TEST-004 — Failed Refund
Input:
refund_order → accepted
get_refund_status → failed
Expected:
Agent reports failure and does not claim completion.
---
TEST-005 — Malformed Tool Output
Input:
{"refund_id":"RF-991"}
No status field.
Expected:
Agent does not infer completion.
---
TEST-006 — Timeout
Input:
get_refund_status → timeout
Expected:
Agent enters bounded recovery / unknown state.
---
TEST-007 — Stale Memory
Input:
Memory: refund_status = COMPLETED
Payment API: current status = FAILED
Expected:
Fresh authoritative state overrides stale memory.
---
TEST-008 — Repeated Execution
Input: Same refund request submitted twice.
Expected:
System uses idempotency protection
and does not create an unintended duplicate refund.
---
TEST-009 — Invalid Workflow Transition
Attempt:
ACCEPTED → CUSTOMER_CONFIRMED
Expected:
Transition rejected.
---
TEST-010 — Future Regression
Modify the response-generation prompt/model.
Expected invariant:
No verified COMPLETED state
↓
No completion confirmation
---
🔎 PHASE 15 — RECOVERY & PREVENTION BLUEPRINT 🛡️
Failure Detection 🚨
Detect:
tool_status = ACCEPTED
AND
verified_status != COMPLETED
---
Diagnosis 🔍
Check:
1. Refund ID
2. Latest payment status
3. Status timestamp
4. Tool response
5. Workflow state
---
Recovery 🔄
ACCEPTED
↓
Check status
↓
COMPLETED → confirm
FAILED → explain failure
PROCESSING → bounded retry
UNKNOWN → escalate
---
Escalation 👤
Escalate when:
provider remains unavailable after bounded retries
status remains ambiguous
conflicting authoritative states exist
duplicate execution is suspected
---
Monitoring 📈
Track:
accepted → completed conversion
accepted → failed rate
verification failures
unsupported completion claims
refund-status polling timeouts
duplicate-refund attempts
---
🔗 PHASE 16 — FAILURE PREVENTION TRACEABILITY MATRIX
Root Cause Fix Recovery Prevention Monitoring Regression
Missing verification gate Add mandatory status check Check authoritative status State-machine validation Verification success rate TEST-001
Accepted ≠ completed confusion Explicit state semantics Map intermediate states Tool contract validation Invalid state transitions TEST-003
Unsupported final claim Response validator Block unsupported claim Terminal-state invariant False-confirmation alerts TEST-002
Stale memory Fresh status lookup Override stale state Freshness requirement Stale-state events TEST-007
Duplicate execution risk Idempotency key Stop/reconcile duplicate Idempotency enforcement Duplicate attempts TEST-008
---
🔎 PHASE 17 — MISSING EVIDENCE & INVESTIGATION GAPS 📋
The following evidence would make the investigation more definitive:
1. Workflow-controller trace
Who decided to skip verification?
2. Tool API contract
Exact semantic meaning of accepted.
3. Payment-provider logs
Why did the refund eventually become FAILED?
4. Complete state-transition log
Whether the system explicitly changed state from ACCEPTED → COMPLETED.
5. Model/tool decision trace
Whether the LLM itself selected the final response or application logic supplied the status.
6. Idempotency information
Whether retrying the refund could create duplicate financial operations.
---
🏁 FINAL ENGINEERING CONCLUSION
Confirmed Root Cause
The supplied evidence supports a missing business-state verification step between refund submission and customer confirmation.
High-Confidence Failure Mechanism
The system treated:
ACCEPTED
as equivalent to:
COMPLETED
without obtaining authoritative confirmation.
Contributing Factors
No mandatory verification gate.
Final response was allowed to rely on an intermediate state.
Memory did not contain a verified terminal state.
Tool-state semantics were not sufficiently enforced at the workflow boundary.
Plausible but Unconfirmed
Instruction-level weakness.
Model interpretation error.
Payment-provider-specific failure mechanism.
Unsupported Assumptions
The refund API itself was defective.
The LLM independently caused the entire incident.
A database or infrastructure failure caused the refund failure.
Defensible Causal Chain
Refund Request
↓
Refund API returns ACCEPTED
↓
Verification step skipped
↓
Intermediate state treated as terminal state
↓
Agent generates unsupported completion claim
↓
Customer receives incorrect refund confirmation
↓
Payment system later reports FAILED
🎯 Core Engineering Lesson
The critical failure was not simply that the agent gave a wrong answer. The system lacked a hard boundary preventing an intermediate external-system state from becoming a final business claim.
That boundary should be enforced by workflow state validation, not by relying solely on the model's judgment.
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CLAUDE-5-5-SONNET
Your AI agent failed—but knowing what failed is not enough. You need to know why it failed, where the failure originated, how it propagated, and what must change to prevent recurrence.
This advanced prompt transforms your agent architecture, logs/errors, workflow, tool calls, memory behavior, and failed outputs into an evidence-driven failure investigation.
Stop treating agent failures as isolated errors. Turn every failed execution into a structured root-cause investigation and prevention plan
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