We began our diversification efforts on azidoethyl and aminoethyl precursors 3 and 4. Azidoethyl PGD precursor 3 was diversified via simple cycloaddition click reactions using different alkynes (Table ). Using established procedures, we coupled 3 to substituted alkynes with Cu(II) and catalytic ascorbic acid in aqueous alcohol. Use of commercially available phenyl acetylene gave triazole 7a (Table ). Additionally, propyargylic biphenyl compounds such as 8 and 9 gave rise to 7b and 7c, respectively. Purification of the products was facilitated by their tendency to be retained on normal phase silica gel.