Items Listed In Library, But Missing From iPod/Hard Drive of Computer

I recently had my latest disaster with iTunes wiping out the content of my iPod. I hooked up the iPod to the computer to charge and to add on a few more items. When it updated, it started from scratch and updated some 1700 items or so directly from my computer hard drive into the iPod, as if they had never been on the iPod in the first place. Further, there are still something like 2000 more items that were on the iPod before this, but now are missing from its list. These items are songs that are no longer on my computer's hard drive. These items are still listed in the iTunes library, however.
What do I do to get these items accessible again on the iPod itself? Whatever I have tried so far with updating does not do anything but have the iPod/iTunes deal with the items that are still on my hard drive of the computer. How can I get the full listing of 3700 items to play on the iPod again? Or do I have to start from scratch (this will be the third time I will have to do this if so) and reload all those hundreds of CDs back into the iPod manually?
Thank you for any advice you may be able to provide!

Were any of those exception edited with Photoshop or Photoshop Elements? If so and you can identify them, download the "Embed sRGB Profile" application from Toad's Cellar, unzip it and place on the desktop. Then take those files and drop onto the application. After the profile is embedded in the files try importing them again.
Do you Twango?
TIP: For insurance against the iPhoto database corruption that many users have experienced I recommend making a backup copy of the Library6.iPhoto database file and keep it current. If problems crop up where iPhoto suddenly can't see any photos or thinks there are no photos in the library, replacing the working Library6.iPhoto file with the backup will often get the library back. By keeping it current I mean backup after each import and/or any serious editing or work on books, slideshows, calendars, cards, etc. That insures that if a problem pops up and you do need to replace the database file, you'll retain all those efforts. It doesn't take long to make the backup and it's good insurance.
I've written an Automator workflow application (requires Tiger), iPhoto dB File Backup, that will copy the selected Library6.iPhoto file from your iPhoto Library folder to the Pictures folder, replacing any previous version of it. You can download it at Toad's Cellar. Be sure to read the Read Me pdf file.

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<Edited by Moderator>

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