Assuming you have a string formatted as a comma-separated list of days:
"Monday, Tuesday, Thursday"
You can Split it into a string array and parse each element:
var days = weekString.Split(',', StringSplitOptions.RemoveEmptyEntries);
DayOfWeekMask? result = null;
foreach (var day in days) {
    var enumDayName = "ol" + day;
    if (Enum.IsDefined(typeof(DayOfWeekMask), enumDayName)) {
        result |= (DayOfWeekMask)Enum.Parse(typeof(DayOfWeekMask), enumDayName, true);
    }
}
Note that you need to define values for each element of DayOfWeekMask to make the ORing work properly!
If your input is a DayOfTheWeekCollection, then you can just directly convert the Enum values:
DayOfTheWeekCollection days;  // get this from somewhere
foreach (var day in days) {
    switch (day) {
        case DayOfTheWeek.Monday:
            result |= DayOfWeekMask.Monday;
            break;
        case DayOfTheWeek.Tuesday:
            // etc.
    }
}