Of course it's less worthwhile. People go there hundreds of item levels above what the content was design for. I really wish they'd address this. There needs to be some motivation - no matter how small - to make sync the older content. Perhaps add another type of roulette - Extreme Roulette - where you're thrown into older Extreme trials and completing it gives you the same reward as Expert Roulette.

Also make it so that syncing older content gives you an increased drop rate.