Install and run software
First install your iPod to your computer and run Cucusoft iPod to iTunes Transfer. After done, all files on your iPod will be on the main interface as below.
Tips: If program shows you No device found. Do not worry, press the Rescan and scan your iPod again until the file list appears. If you have a new version of iPod, like iPod touch, you can refer this guide: How to copy files from iPod touch to PC.
Select files from iPod
Open the library of your iPod. From this list, you can now select and mark the files that to sync to iTunes. For example, if you want to sync playlists, the process will show like this.

Tips: Please get ready to sync iPod to iTunes. Free Trial Version can only transfer first 3 files each time for your evaluation. In addition, if you own an iPhone, you can also have a try to transfer playlist from iPhone to iTunes.
Start to transfer
Click Export button then Export to iTunes and start to sync iPod to iTunes on computer right now.
Process will look like the following picture. It will be done in a few seconds.

A few seconds later, the transfer will be finished, click OK button. That' all!
Tips: When this iPod to computer transfer is started, it will modify the automatic synchronization of music/video to manual synchronization between iPod and iTunes.

Related Guide: How to download videos from iPhone 3Gs to computer?
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