[typing] Improve the typing of the with_cleanup decorator

[pelson]

Improve the typing of the with_cleanup decorator, as used by the download, install, lock, and wheel commands.

There is zero functional change in this PR, and the typing usage is functional back to Python 3.7 (at least), so should be no compatibility issues.

Originally identified as a result of #13599.

[sepehr-rs]

Hi @pelson, thanks a lot for contributing to pip!
This PR looks mostly internal, so I think it doesn’t need a news item. Please note that it might take a bit of time for a maintainer to review, since the team works on a volunteer basis. Thanks for your patience!

[ichard26]

Thanks!