No. The idea that pineapple breaks down the fur has been proven to be a myth. There is no benefit to offering pineapple (fresh or otherwise). If a rabbit begins to shed, offering fruit only increases sugar in the gut which, in turn, can imbalance the gut flora and cause GI stress. It is the last thing to offer when a rabbit is shedding.
The best thing to help prevent stasis during a shed is to brush daily and encourage more hay eating.
Great that he is eating hay. Alfalfa hay hadn't been mentioned, so I didn't know. You are right to mix the timothy in with alfalfa to get him used to it. Glad to hear he's eating it more too. You can gradually decrease the proportion of alfalfa to timothy hay to help him further along.
No such thing as too many questions!

It is how we learn!