Maybe,
you are in trouble with using software. Don't worry. Let me tell you
how to use it. You will feel easy after you read the steps. Yes, really
easy!
Step 1: Download and run iPod File Transfer, then connect your iPod to Mac. Notice that all your iPod files can be found by our software.
Step 2: Open you iPod playlist. And choose location to save your songs.
Step 3: Click the button "iTunes to iPod". Choose the songs which you want to add.
Step 4: Click "OK". You can see the transfer bar. When the progress finish, you can find the songs in your iPod.
According to these steps, you can transfer the songs from iTunes to your iPod successfully.
Warning: iPod File Transfer can not work with iTunes. Make sure your iTunes is closed before you run iPod File Transfer.