A full examination of substituent effects in these poly-arylated alkenes will be necessary to understand their impact. Both (R,R)-63 and (R,S)-66 were subjected to the phosphate-regenerating sequence, yielding (R,R)-64 and (R,S)-67. We then investigated the arylation reactions of both (R,R)-64 and (R,S)-67 with the Rh/L6 complex, observing a major matched/mismatched effect. The reaction with (R,R)-64 yielded (R,R,R)-65 with excellent yield (89%), and diastereo-and regioselectivities, but (R,S)-67 gave only the undesired linear regioisomer (not shown in the figure). Switching to Rh/ent-L6 enabled successful arylation of (R,S)-67 so that (R,S,S)-68 was obtained in >20:1 d.r., but moderate yield and regioselectivity (6.1:1 r.r). These results suggest that a wide variety of 1,2-polyaryl arrays will be synthetically available via this sequence, though much further work is needed to determine the range of accessible structures. It is likely that 1,3-and 1,4-polyaryl linear products will also be achievable using this method in appropriately designed iterative sequences, where steric and matched/mismatched effects may be less impactful. Understanding which polyaryl arrays can be synthesized will guide our future efforts in this area.