[BUG] Rewind to here does not revert file changes made by Claude in the same session

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?

When using "Rewind to here" on a previous message in the conversation, file changes made by Claude after that message point are not reverted. The conversation history rewinds correctly, but the actual files on disk remain in their modified state.

What Should Happen?

"Rewind to here" should revert all file changes (edits, writes, deletions) that Claude made after the selected message, restoring the files to the state they were in at that point in the conversation.

Error Messages/Logs

Steps to Reproduce

1. Ask Claude to make a change to a file (e.g. "add text-blue-600 to the Dashboard heading")
2. Claude edits the file successfully
3. Click "Rewind to here" on the message just before that request
4. The conversation rewinds, but the file still contains the change Claude made — it is not reverted

Claude Model

None

Is this a regression?

No, this never worked

Last Working Version

_No response_

Claude Code Version

1.150

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

1. Ask Claude to make a change to a file (e.g. "add text-blue-600 to the Dashboard heading")
2. Claude edits the file successfully
3. Click "Rewind to here" on the message just before that request
4. The conversation rewinds, but the file still contains the change Claude made — it is not reverted