I'm not sure,
becouse you need to trigger twice the upload of the same file and I think the browser security would not let you do that...but I'm not sure
In theory you can do it...but you'll need to change the runtimes for what you need, and that's no easy task
If I were you I would try to do it serverside somehow...you (or someone else) still needs to manage the uploaded files on the server right?
You can try to reinvent the weel...or do it serverside in 10 min.