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You can detach the root volume from the instance and attach it to a new temporary instance as a secondary volume. That will allow you to take a look at the sysprep logs and figure out what went wrong. You can install EC2Rescue https://docs.aws.amazon.com/AWSEC2/latest/WindowsGuide/ec2rw-gui.html#ec2rescue-offline and collect the logs, then send it to AWS Premium Support for further analysis.
That error appears to come from Sysprep so my guess is that something has gone wrong with the Windows bootstrap/installation process. A quick search shows that there are several reasons why a server can end up in that state so I would troubleshoot with that error message as your starting point.
Windows licensing/activation and trend micro installation failures which might stopped AMS boot script and send failure signal in cfn. Upon manually resolving the errors on the failed instance, create a new sysprepped AMI & instance which might resolve the issue.
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