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Images that are masked with a shape are exporting incorrectly/upsidedown/missing, when exported to a PDF. I'm only posting in hopes that it will be fixed in an update.
Sorry to hear about the trouble. Could you please refer to this similar discussion: https://community.adobe.com/t5/adobe-xd/masked-images-not-exporting-correctly/m-p/11399004?page=1#M3...
Let us know if this helps or if you need any further assistance.