Hey @theerthaks, So the issue here seems to be with the way the selectors are being identified automatically for this popup in chrome. Basically i was able to perform the update in that chrome popup window when i updated the selector to something like this.
<html app='chrome.exe' htmlwindowname='WI-Update' url='https://www.acme-test.com/work-items/update/*' />
Let me know if it works for you.
Thanks,
Rammohan B.