IPod not updating! HELP!

I need help desparately! Whenever I plug in my iPod to update new songs that I have downloaded, iTunes shows that it is updating, but once iTunes shows that it has been updated and I disconnect my iPod, the new songs are not on the iPod! The songs are still saved in my library, but they will not update onto the iPod.
Also, two similar warnings continue to come up on my computer:
iTunes.exe - Corrupt File
The file or directory \iPod_Control\iTunes\TempFile is corrupt and unreadable. Please run the Chkdsk utility.
AND
a30:iTunes.exe - Corrupt File
The file or directory \iPod_Control\iTunes\PhotosFolderPrefs is corrupt and unreadable. Please run te Chkdsk utility.

Ack...Ok
This first article deals with the iTunes.exe corrupt file and how to fix it as well as addressing your seconds question.
http://docs.info.apple.com/article.html?artnum=300554
Basically, among other things you need to download the latest iPod Updater. This article will elaborate on what you need to do. Good Luck and come back if you have more questions or problems.
Rachyl

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