Now Let's show you the process step by step, follow the guide, you can resolve the problem.
Run iPod to iTunes Transfer
When you have connected the iPod to computer, double click the icon of iPad/iPhone/iPod to iTunes Transfer in the desktop to run it. The following window will pop up. That means it is looking for your iPod device.

Tip: If the program couldn't find the iPod, please reconnect the iPod to computer and the "rescan" button to detect and scan the device again. Or, you can try to connect your iPod to PC again.
Select files you want to transfer from iPod to iTunes
After the device is detected successfully, you can select the files you want to transfer from iPod to iTunes
1. You can select any files including songs, videos, photos, playlists, podcasts and pictures you want to transfer to iTunes via "Music, Movie, Photo, Playlist" option from the left options.
2. On the right window, it will show the selected files, if you have chosen "Select all", all the files will be added.
3. Once you have decide which files would be transferred, you just need to click the "Start Transfer" button.

Start transferring iPod files to iTunes
After click the button "Start Transfer", a pop up will show. You have two choice
* Transfer to Disk only.
* Transfer to iTunes.
You can choose to "Transfer to iTunes". Then click the "Start Transfer" button, the process of transferring will start.

Transfer iPod to iTunes completed
When the the process of transferring iPod to iTunes finished, the following window will pop up. It shows that how many files have been done. You can click the Yes button to view the output files.


Guide for Mac User: How do I add song from iPod to iTunes on Mac?
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