This would be the ideal scenario. Unfortunately the Windows environment doesn't always behave that way. It boils down to the FAT32 table and is not dependably managed this way. Other than software like the above options resorting to a refresh of the table contents after the files have been written, the only other way is to manually manage the write order by individually copying each file one at a time, in the order you wish.
It would be so much better if these basic car radio designs would at least get some level of library management by the tags rather than simple filenames and their basic elements.