(5 steps, 40% ideality). Finally, PF1163A (47), isolated from the fermentation broth of Penicillium sp. and possessing antifungal activity by inhibiting ergosterol synthesis, was previously prepared on four different occasions in 13-27 steps (31% ideality in the shortest route). Conventional tactics such as asymmetric allylation, HWE, RCM, asymmetric epoxidation for establishing C-C and C-O bonds with the requisite stereochemistry. A more intuitive LEGO-like approach was enabled through three distinct uses of dDCC. Thus, a trans-selective dDCC between 6-RAE and butyric acid RAE followed by two additional dDCC reactions stitched together the carbon skeleton. The macrolactamization after coupling with a tyrosine derivative to complete the molecule has been described in the previous route ; thus 8-step formal synthesis has been accomplished (50% ideality). Aside from the dramatic route simplification and step-count reduction observed in all of the above syntheses, Grignard reagents, expensive transition metals, diazo compounds, Wittig reactions, complex chiral ligands, and toxic tin reagents were entirely avoided.