The stereoselective introduction of the C15 OH group on the w side chain of prostaglandins has presented a challenge for synthetic chemists.Recently, Mulzer and co-workers demonstrated a new route in which the wside chain is synthesized independently and then attached to the bicyclic counterpart.What is the appropriate sequence of reagents for the following synthesis?
A) (1) PBr3; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH3) 3
B) (1) PCC; (2) Ph3P=CH2; (3) Grubbs' catalyst, Reagent X
C) (1) PBr3; (2) Ph3P=CH2; (3) Grubbs' catalyst, Reagent X
D) (1) TsCl, pyridine; (2) Grubbs' catalyst, Reagent X; (3) KOC(CH3) 3
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