Try using the calibre
Reading List plugin. To quote its description page, when a device is connected it can "Optionally sync each list to one or more devices, a folder or iTunes" and "Specify whether list sync should add only new items not on device, add all items every time, remove all items that are on the list, or replace all items on the device with the list". Because Calibre Companion acts like a device, all the features of Reading List are available.