Diels-Alder reaction of 2-pyrone can be exceptionally powerful for the synthesis of structurally complex natural products, constructing multiple carbon-carbon bonds in a single operation. As a part of our ongoing study exploring the utility of 3,5-dibromo-2-pyrone in target-oriented synthesis, we have further envisioned that the aforemen-tioned synthetic strategy should be also effective for clivonine. Our efforts toward this natural product will be discussed.