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The title compound, C 16 H 18 F 6 O 4 , was obtained through an unprecedented one-pot reaction sequence involving a Gosteli–Claisen rearrangement and a cyclo­isomerization. The constitution and relative configuration were determined by single-crystal X-ray diffraction analysis. In the crystal, mol­ecules are connected  via  O—H ⋯ O hydrogen bonds.

(±)-syn-Isopropyl 4-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-1-hydroxy-3-methyl-2-(prop-1-ynyl)cyclopent-2-enecarboxylate