Rewrite permalink for specific posts

A client wants certain posts to have a custom permalink structure. Client is running WordPress 2.8.5 and upgrade is not currently an option, so I can’t use a custom post type. That being the case, it seems I must use a category to create the custom structure.

So, I need the site-wide structure http://example.com/%post_id%/%postname%/ to turn into http://example.com/%postname%/ just for posts in the one category.

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I gather that I need to use add_rewrite_rule to change the permalink. But I’m having trouble changing the URL structure at all adding rules to functions.php, and I don’t understand regex well. Can I filter for a generic structure such as %post_id%, or only strings? Can anyone provide some guidance as to how I may accomplish this goal?

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