It's actually very easy to generate CSR in Plesk.
1. First, login to Plesk as administrator.
2. Enter the Domains section then click on the domain you want to generate a CSR for. Click Modify.
3. In the page that comes up, click on SSL Certificates in the Additional Tools section.
4. Click Add SSL Certificate and fill in the relevant information in the page that comes up.
5. Click on the Request button. Plesk should now email you the CSR to the email address you used when you signed up. And that's it!
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