I have an iPod Touch with 5.0.1 and iTunes with 10.5.1.42, and the problem is the syncing process. One of my videos won't get synced not matter how much I try. Other videos works. Any tips?

My iPod is the 3rd generation and it is running 5.0.1, and the iTunes I use is 10.5.1.42 for Windows. When I started syncing my iPod to include one video, iTunes will work fine, but when it is finished, I checked the videos on my iPod and found out there wasn't. I went to the iPod section, and under the movie subsection, I even clicked the video I want to be synced, and clicked on APPLY, then sync. When I tried doing it over the air, or usb, it just won't work. The diagnostic for iTunes says it was all right, nothing wrong is going on. I rebooted iTunes and my iPod several times, nothing! Any tips!???

Does the iPod work OK?
Does it charge when connect to the computer?
Does it appear in My Computer?
Look at the dock connector on the iPod. Compare with the iPod that does work/connect.
I suspect you have a 2G iPod. Those can only go to iOS 4.2.1
http://support.apple.com/kb/HT1353#iPod_touch_late2009
iPod touch (3rd generation)
iPod touch (3rd generation) features a 3.5-inch (diagonal) widescreen multi-touch display and 32 GB or 64 GB flash drive. You can browse the web with Safari and watch YouTube videos with Wi-Fi. You can also search, preview, and buy songs from the iTunes Wi-Fi Music Store on iPod touch.
The iPod touch (3rd generation) can be distinguished from iPod touch (2nd generation) by looking at the back of the device. In the text below the engraving, look for the model number. iPod touch (2nd generation) is model A1288, and iPod touch (3rd generation) is model A1318.

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