Likewise, after going to the LW Library window, select the Saved Files folder, then any file to the right of it & press the Explore button. After this folder opens up for you, you can drag & drop the files onto the iTunes application & it will add them to its own library. Once in your iTunes library, all you should need to do is connect your iPod & it should update with the new playlist. If not you can do it manually by going to iTunes menu File>Update iPod...