The synthesis, outlined in Scheme 1, commenced with construction of the required trisubstituted furan 13. Beginning from 5-bromofurfural, a condensation reaction produces furyl oxazoline 9 on multi-decagram scale (see SI for details). This sets the stage for a strategic halogen dance maneuver, wherein a directed deprotonation at C3 triggers Li migration to the more stabilized C5 position after subsequent lithium halogen exchange. This intermediate was trapped with alkenyl boronic ester 10, which was derived from TMS-acetylene through a high-yielding, scalable Cu-borylation reaction. This gives rise to an intermediate boron-ate species, which was then treated with NBS to effect formation of a bromonium ion 11 that triggers a facile 1,2-shift to effect Zweifel olefination.