This script will re-add the files of the selected tracks to iTunes as if they were a Podcast subscription. The files will then appear in the Podcasts playlist and "behave" as though they are a group of Podcast episodes. Such a Podcast can be set to automatically be copied to iPod and appear in the Podcasts category.
Requires "Web Sharing" be activated in System Preferences.
Mountain Lion Issues: Web Sharing activation is no longer available from the Sharing Preferences. See here for more information.
OBLIGATORY WARNING! Because this script has been designated as a "Retro Script" there is no guarantee that it will function as described and may even corrupt or destroy data.
Display, create text file listing info of dead tracks
Copy Artist folder, Album folder and file names to appropriate tags
Remove iTunes tracks disassociated from files
Append user-entered text to beginning or ending of selected tag of each selected track
Perform search-and-replace on text in your choice of tags
Select iPod tracks in iTunes and add them to iTunes