I think nobody from this forum won already a top prize on the WOF spins but we also don't know if such a prize already have been won by somebody else. My biggest prize is winning 1 GT do winning 50 of them is indeed massive!
I think getting a rolex is very difficult especially the other big WOF prizes, I only get 5k satoshi which is the biggest of the other prizes, so I started buying some FUN to get more of my daily WOF so I can have lots of opportunities for big prizes at WOF
That award is probably only for PR, just for them to be able to show watch image on the promo materials. Chances to win it are so low, that we may easily assume it does not exist

BTW on 31st I have executed around 100 WOFs and all I get was just the base rewards (50s), almost equally in all 3 categories.
They had to put some items other than btc/tickets/reward points on that WoF to make it look attractive and stimulate imagination.
It's a bit of shame that no odds are presented for winning each item. In the traditional WoF with equal fields and equal number of fields for each prize - the odds would be the same for each, so presenting this in a form of WoF can create such expectation. I wouldn't feel surprised if quite a lot of players felt somewhat cheated when they realise that high-value prizes have much smaller odds. Simply presenting a small table with odds somewhere in a corner could prevent this.