Realistically, I don't see the necessary paper work to be completed before deadline day. Less than 7 days left now. And he has already had problems with travelling to the UK, when he was refused entry in PSG's last CL campaign.
Besides the work permit, what else does he need?
But is the work permit and entry problems really necessary to before done before the window closes. At least if they have the decision but not the paperwork, shouldn't it be enough?