The stereochemistry as well as the conformation of two germacranolides and two 3,4‐epoxyguaianolides were determined by computational methods employing LAOCOON‐III and DAERM programs. The chair‐chair conformation was shown to be preferred by the germacranolide macrocycle in solution, while the A‐ring of 1,10‐dehydro‐3,4‐epoxyguaianolides was shown to be approximately planar. The ten‐membered ring stereochemistry of germacranolides was deduced from the calculated results.

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