Maybe your boss just wants you to write a page that displays the output from the last execution of that program to a user. Or maybe it's just a misunderstanding and all he wants you to do is to define the scheduled task on the server that hosts your web sites.
From a technical perspective, it should be fairly simple to write an .ASPX page that runs a command line program, captures stdout/stderr and formats it's output to display in a web browser. You would need to define the security requirements as to what users are authorized to launch that page. And you would need to define what the output that is displayed to the user should look like. (Tables, graphics, colors.)
To run a web page on a schedule, you could write a Powershell script that issues an Invoke-WebRequest via the task scheduler. That only makes sense when a web page is the ONLY way to initiate some business processing.
You should go back to your boss and get some clarification on the processing requirements. Maybe show him this reply.