Don’t worry about the new methods, it’s not very hard. If you own a Mac running macOS Catalina and above, you need to use the Finder to sync your music files. Sync iTunes Music to iPhone Using Finder in macOS Catalina and Above If you believe that manual transferring is better for your music choices, try it out. You’re in full control over the whole process as well. Manual transfers are a good option if you want to arrange things a particular way or want to select certain only songs. At the left, you’ll find your iPhone, and you can drag and drop music with your mouse to the “Music” section.Pressing ‘’Ctrl’’ will allow you to select multiple items. Select “Manually Manage Music and Videos” to enable manual transfer.Locate the “Device” icon in the shape of an iPhone at the top-left.Here’s how you transfer music from Windows to iPhone manually: Transferring music over manually takes on a different process. As long as both devices are connected and iTunes is open on your PC, your iPhone will sync automatically. Make sure both devices are on the same network. Select “Sync With This (device) Over Wi-Fi.”.Select “Summary” on the left side of the window.Connect your iPhone to your Windows PC via USB cable.