[BUG] Reading PDF files causes API Error: 400 {"type":"error","error":{"type":"invalid_request_error","message":"messages.4: `tool_use` ids were found without `tool_result` blocks

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

Claude Code 2.0.5 on Windows 11 x64 crashes when trying to read a PDF. I can reproduce this at will.

I can then only restart the session to get Claude Code to do anything.

I have found older bug reports mentioning this error message, but they are marked as fixed and are caused by other things.

What Should Happen?

Claude Code should analyze the PDF file without crashing and continue its work.

Error Messages/Logs

API Error: 400 {"type":"error","error":{"type":"invalid_request_error","message":"messages.4: `tool_use` ids were
    found without `tool_result` blocks immediately after: toolu_019TGcV5xkzn2SUS9d4pN5Lh,
    toolu_01AXPpteZbvmdA3Pp9cRcnpJ. Each `tool_use` block must have a corresponding `tool_result` block in the next
    message."},"request_id":"req_011CTjqEUpQuSq14Q1VkLAGq"}

Steps to Reproduce

Ask Claude Code to read a PDF. Give the following prompt for example: "try reading the following PDF files. C:\Users\jaoma\Downloads\test.pdf C:\Users\jaoma\Downloads\test2.pdf"

Claude Model

Sonnet (default)

Is this a regression?

I don't know

Last Working Version

_No response_

Claude Code Version

2.0.5

Platform

Anthropic API

Operating System

Windows

Terminal/Shell

PowerShell

Additional Information

_No response_