Retry your connection to your desktop computer using a different USB port or even a different USB cable. Many sync problems occur because the cable has been plugged into an older USB port, which does not allow fast data transfer.
Restart the computer that you are using to sync with the iPod. Part of troubleshooting an iPod is discovering if the problem lies with your computer.
Reinstall iTunes with the latest software available for iPod. Newer software may have a fix for the problem that you are experiencing.
Apple has made a list of things to do to troubleshoot an iPod, which they call the 5 R's. Those 5 R's are as follows: reset, retry, restart, reinstall and restore. Following these steps will help out with many common operating problems that you might encounter using an iPod. Some other things to check include file formats and settings. Follow these steps to troubleshoot an iPod.
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