Replacing tracks in Smart Playlists

Hello
I am currently re-ripping my CD's into iTunes at the Apple Plus setting (256kbps) and then deleting the previous versions.
I have two songs that are in a smart playlist, and I want to delete them and replace them with the newer larger file.
I cannot see how to do that. I can delete a song, but cannot see how to add it's replacement.
When you right select the newer version of the song, and go to the "Add to Playlist" option, smart playlists do not show up in there.
Does anyone have any ideas as to how I can accomplish my task?
I'm not a power user of smart playlist and don't want to much around with this version of the playlist I have, nor do I want to hang on to the smaller file and coded song (mp3) in my library taking up unnecesary space.
Thanks for any help

Smart playlists will update automatically, based on the smart rules set for the list.
Seelct your smart playlist, ctrl-click it, and select "Edit smart playlist" from the contextual menu.
Look at the rules, and check, if your updated songs will match the rules.
In particular, check the "Life Updating" option, if it is enabled, and if you have set the playlist to include only checked songs, make sure, your new sonngs are checked.

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