γ-Diketones have been identified as both valuable structural motifs for biologically active molecules and useful building blocks for organic transformations. Tremendous efforts have therefore been devoted to the establishment of diverse synthetic pathways for access to this compound class. Despite the progress, the synthetic protocols developed thus far can suffer from various drawbacks. The classical acyl anion-(Stetter type) and enolate-based methods are constrained by harsh reaction conditions and limited functional group tolerance. The radical approaches (without enzyme-like imposition of proximity, as in most synthetic systems) are in general difficult to control and can be unpredictable in reaction courses. The transition metal catalytic schemes offer an appealing alternative but are typically burdened by complications in the organometallic pitfall. Indeed, a highly pyrophoric and reactive Et2Zn has been recruited as an indispensable component in a palladium-catalyzed coupling of acyl chlorides and cyclopropanols, and no further progress has been updated in this regard. The synthetic protocol documented herein has apparently delivered a straightforward working solution to this precarious organometallic-mass and -handling issue.