In my opinion (worth what you paid for it), yes, absolutely. Just look at FWS. If your point is that this could take the best part of a decade to get to a final outcome, you're correct. And then throw in the vague chance of something coming up in the European Court of Human Rights.
For my part, I'm investing in popcorn futures. But shhh.... you didn't hear that from me.
Edited to say - of course, NHS Fife has to want to appeal it all the way to the SC, for that to happen. FWS was against the Scottish Government, who had a political purpose in pursuing the appeals they did (nothing illegitimate about that, but it provides long term motivation.) NHS Fife is in the business of healing the sick, not politics, so the board might not feel it was within the purpose of the NHS to win for the trans community. NHS FIfe can afford to lose. DU can't - but he probably doesn't have the money to fund a legal team for any appeals on his own.