<jats:title>Abstract</jats:title><jats:p>Cultivation of the fungal strain <jats:italic>Annulohypoxylon ilanense</jats:italic>, an endophytic fungus isolated from the wood of medicinal plant <jats:italic>Cinnamomum</jats:italic> species, resulted in the isolation of one new furanoid derivative, ilanefuranone (<jats:bold>1</jats:bold>), one new pyrrole alkaloid, ilanepyrrolal (<jats:bold>2</jats:bold>), and one new biarylpropanoid derivative, ilanenoid (<jats:bold>3</jats:bold>), together with 22 known compounds, of which one <jats:italic>α</jats:italic>‐tetralone analog, (−)‐(4<jats:italic>R</jats:italic>)‐3,4‐dihydro‐4,6‐dihydroxynaphthalen‐1(2<jats:italic>H</jats:italic>)‐one (<jats:bold>4</jats:bold>) was isolated for the first time from a natural source. The structures were elucidated on the basis of physicochemical evidence, in‐depth NMR spectroscopic analysis, and high‐resolution mass spectrometry, and the antimycobacterial activities were also evaluated.