It looks like Pega is trying to get away from ActiveX controls, so Outlook drag and drop is not present by default in Pega 7. However if you run the IE11 in compatibility mode or have older versions of IE, it will look for ActiveX controls and will enable outlook integration.
Regarding the first part of your requirement, I can tell you that this will not work assuming you are using IE11 and Outlook.
As you may know (and as Pratap alluded to), in Pega 7 we have adopted HTML5 web standards. In that transition we are using the HTML5 FileAPI instead of the older ActiveX technology to have a cross browser compliant drag and drop implementation.