There are not complex operation involved. The whole transfer process is done at background and it is highly automatic. Then click the Transfer button, all music and playlists on iPod will be transferred to Android. Next, select the iPod as the source device and Android as the destination device. From Device tab, select Copy Music to Other Device.
If you want to transfer your iPod song to iPhone, try to refer the next tutorial: How to transfer iPod music to iPhone on PC. Then you should be good to go after you sync that bear.