Not sure what time the first bus leaves Pop for DTD. 8:30 sounds about right, but I'm just not sure.
If TL opens at 10, then an 8:30 bus would go direct to DTD Marketplace with no stops, but it takes Vacation Club Way past OKW & SS, so it's probably a 15-20 minute ride. Then maybe a 10 minute walk from the bus stop to WOD.
9:00 would be close, but I think you can make it.